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Sodium Hydroxide → rel-(4R,5R)-4,5-Dimethyl-2-phenyl-1,3-dioxolane

HRID 2199517
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2199517
CO[CH:3]([O:10][CH3:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:12]1(C)C=CC(S([O-])(=O)=O)=C[CH:13]=1.[NH+]1C=CC=C[CH:24]=1.[OH-:29].[Na+]>C1(C)C=CC=CC=1>[CH3:12][C@@H:13]1[C@@H:11]([CH3:24])[O:10][CH:3]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[O:29]1
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Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 62375Benzaldehyde dimethyl acetalHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

Produkt 1

HCID 10866906rel-(4R,5R)-4,5-Dimethyl-2-phenyl-1,3-dioxolane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 300 g (3.33 mol) of 2R,3R-butanediol, 422 g (2.78 mol) of benzaldehyde dimethyl acetal and 7.0 g (27.7 mmol) of pyridinium p-toluenesulphonate in 1.2 l of toluene was heated to 50° C. At 600-800 mbar, ca. 400 ml of distillate were taken off over the course of 3 hours. It was cooled and the reaction mixture was added to 500 ml of a 1 M sodium hydroxide solution. The phases were separated and the organic phase was washed twice with in each case 500 ml of water. The organic phase was dried azeotropically, with ca. 250 ml of toluene being distilled off.

Aufarbeitung

  1. customwere taken off over the course of 3 hours
  2. temperatureIt was cooled
  3. customThe phases were separated
  4. washthe organic phase was washed twice with in each case 500 ml of water
  5. dry with materialThe organic phase was dried azeotropically, with ca. 250 ml of toluene being
  6. distillationdistilled off

Quellen und Nachweise

ORD-Eintrag
ord-ccd0590339da468496ebaa047a936f4e
Quelldatensatz
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09359306B2

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